The Short Term Rental Playmaker
Sep 2, 2026 · 35 min · 11 segments
Today Joe interviews Michael O'Connell, the founder of Happy Guest. Happy Guest is a guest management software that empowers Airbnb hosts and short‑term rental managers to deliver memorable…
Then once they sign that rental agreement, then they get the security deposit link to go out and fill out the security deposit.
A week or two before they checked in, I'd send them their digital guidebook that I was using with Touch Day.
So here I am with my guests, three different links, three different messaging platforms, three different things going on.
Did they do the deposit? Did they do the security? You know, did they do the you know, did they sign the rental agreement? Everything there, right? So my VAs are handling all this.
Now it's one stop shop, like literally They get one link right away and all of that is in one link.
I have had more positive feedback about this than any of my digital guidebooks that I had before.
And there's been a lot of retooling and, you know, studying how guests are interacting, you know, with the software.
The big thing that I don't know if you have it in there or not, but the welcome video goes a long way where, you know, they're delivered their link, it's going to open up and there's, you know, a selfie video of that host, right? First off, it's letting them know that they're staying with, you know, an operator and not some big bad property management company that's not going to, you know, reply back to them.
Then once they sign that rental agreement, then they get the security deposit link to go out and fill out the security deposit.
A week or two before they checked in, I'd send them their digital guidebook that I was using with Touch Day.
So here I am with my guests, three different links, three different messaging platforms, three different things going on.
Did they do the deposit? Did they do the security? You know, did they do the you know, did they sign the rental agreement? Everything there, right? So my VAs are handling all this.
Now it's one stop shop, like literally They get one link right away and all of that is in one link.
I have had more positive feedback about this than any of my digital guidebooks that I had before.
And there's been a lot of retooling and, you know, studying how guests are interacting, you know, with the software.
The big thing that I don't know if you have it in there or not, but the welcome video goes a long way where, you know, they're delivered their link, it's going to open up and there's, you know, a selfie video of that host, right? First off, it's letting them know that they're staying with, you know, an operator and not some big bad property management company that's not going to, you know, reply back to them.
The rest of this transcript — segmented and speaker-labeled, so you land on the exact moment something was said
Search every transcript — by keyword, by phrase, or by meaning, across every show Radar indexes
Trends — what is surging across podcasts, measured against its own baseline
Alerts — when a name you follow appears in a newly indexed episode
No account is needed to search Radar.